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    Kate Spade Shoes | Kate Spade New York Ankle Chelsea Boots | Color: Black | Size: 10

    Kate Spade Shoes | Kate Spade New York Ankle Chelsea Boots | Color: Black | Size: 10

    Kate Spade New York Ankle Chelsea Boots Black & Metallic Leather & Rubber Trim Round-Toes With Glitter Accents Heels: 1.5" Size: 10 In Good Condition, Small Spots On Boots Where Glitter Is Scratched From Being In Closet. - You Can See By The Soles... more

    $38.00

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    Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5

    Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5

    Reposhing This Item I Purchased From @Amplifyart7. Loved It, But Ready To Rotate For Something New. Small Stain On Left Toe. more

    $30.00

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    Best Seller
    Zara Shoes | Leather Chelsea Ankle Boots Sz 6 | Color: Black | Size: 6

    Zara Shoes | Leather Chelsea Ankle Boots Sz 6 | Color: Black | Size: 6

    Leather Chelsea Ankle Boots Sz 6 #47-823 more

    $59.00

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    Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8

    Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8

    Tall Ankle Boot Suede Chelsea Boot From Zara, Worn Once! more

    $50.00

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    Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

    Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

    Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle Womens Size: 41 Gorgeous Boots With A Light Blue Tone. Beautiful For Everyday Wear. Light Enough They Kind Of Look Off White So Could Be Pretty Neutral. New Without Tags, Some... more

    $75.00

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    Coach Shoes | Coach Chelsea Leather Ankle Boot | Color: Green | Size: 10

    Coach Shoes | Coach Chelsea Leather Ankle Boot | Color: Green | Size: 10

    Leather Upper Man-Made Leather Lining And Footbed Leather Outsole Pull On Side Gore In Darker Green Nwot. Box Not Included. Smells Of Leather. No Flaws. Fast Shipping. more

    $118.00

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    Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9

    Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9

    Tan Leather With Elastic Stretch On Both Side For Easy Slip On Round Toe Leather Sole Preowned But In Good Condition more

    $65.00

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    Free People Shoes | Free People Beau Western Chelsea Ankle Pointed Boots Gold Size Eu 37 / Us 7 | Color: Gold | Size: 7

    Free People Shoes | Free People Beau Western Chelsea Ankle Pointed Boots Gold Size Eu 37 / Us 7 | Color: Gold | Size: 7

    Free People Beau Western Chelsea Ankle Pointed Boots Gold Size Eu 37 / Us 7 Brand : Free People Style : Beau Western Chelsea Boot Color : Gold Size 37 Us 7 Sku No : 8573 Condition : New Without Box more

    $115.00

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    Kate Spade Shoes | Kate Spade New York Star Sedgewick Rubber Chelsea Ankle Boots Size 11 Rain New | Color: Black | Size: 11

    Kate Spade Shoes | Kate Spade New York Star Sedgewick Rubber Chelsea Ankle Boots Size 11 Rain New | Color: Black | Size: 11

    Kate Spade New York Star Sedgewick Rubber Chelsea Ankle Boots Size 11 Rain New New In Box Condition Notes: Display Or Try On Boot - No Dust Bag Or Box When It Rains, You'll Shine In Kate Spade New York's Star Chelsea-Style Boots With Gleaming Gold-Tone... more

    $105.00

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    J. Crew Shoes | J Crew Cognac Brown Chelsea Pull On Boots Ankle Booties Size 8 Eo824 | Color: Brown | Size: 8

    J. Crew Shoes | J Crew Cognac Brown Chelsea Pull On Boots Ankle Booties Size 8 Eo824 | Color: Brown | Size: 8

    J Crew Cognac Brown Leather Chelsea Boots With Stretch Panels For Easy Pull-On. Tag Size 8. Fits 7.5-8 In My Opinion. Style Eo824 Preowned. Shows Signs Of Wear Including Scuffs On Toes, Wear On Back Heels, Wear On Bottoms Of Soles, Creasing In Midfoot... more

    $50.00

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    Free People Shoes | Free People Vegan Chelsea Gray Ankle Boots | Color: Gray | Size: 8

    Free People Shoes | Free People Vegan Chelsea Gray Ankle Boots | Color: Gray | Size: 8

    Size 8 Block Heel In Good Condition more

    $60.00

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    American Eagle Outfitters Shoes | Brown Chelsea Ankle Boots | Color: Brown | Size: 6

    American Eagle Outfitters Shoes | Brown Chelsea Ankle Boots | Color: Brown | Size: 6

    Brown Chelsea Booties Size 6 From American Eagle Tiny Signs Of Wear On The Heels But Good Condition Still!! more

    $18.00

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    Madewell Shoes | Madewell Suede Chelsea Ankle Boots | Color: Brown | Size: 9.5

    Madewell Shoes | Madewell Suede Chelsea Ankle Boots | Color: Brown | Size: 9.5

    New Without A Box Madewell Suede Chelsea Ankle Boots In Size 9.5 Medium.There’s A Small Black Line As Shown On Photo more

    $130.00

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    Madewell Shoes | Nwot Never Worn! Madewell Size 8 Sonia Low Chelsea Snakeskin Ankle Boots | Color: Red | Size: 8

    Madewell Shoes | Nwot Never Worn! Madewell Size 8 Sonia Low Chelsea Snakeskin Ankle Boots | Color: Red | Size: 8

    Nwot Never Worn! Madewell Size 8 Sonia Low Chelsea Snakeskin Ankle Boots Give The Style Blahs The Boot With This Contemporary Look That Features An Almond Toe And A Tapered Stacked Heel. The Combination Of Supple Leather And Padded Footbed Keeps You On... more

    $49.00

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    Madewell Shoes | Madewell Mahogany Leather Ankle Chelsea Boots 7.5 | Color: Brown/Red | Size: 7.5

    Madewell Shoes | Madewell Mahogany Leather Ankle Chelsea Boots 7.5 | Color: Brown/Red | Size: 7.5

    Madewell Mahogany Leather Ankle Chelsea Boots 7.5 Beautiful Soft Leather, Hardly Used, Gorgeous Deep Chestnutty Brown/Wine Color. more

    $80.00

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    J. Crew Shoes | J Crew Chelsea Boot Ankle Brown Size 10 | Color: Brown | Size: 10

    J. Crew Shoes | J Crew Chelsea Boot Ankle Brown Size 10 | Color: Brown | Size: 10

    J Crew Chelsea Brown Leather Booties Size 10. It Is Comfortable. Soft Leather Pet/Smoke Free Home. Please See Pictures For More Details. more

    $58.00

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    J. Crew Shoes | Black Madewell Chunky Chelsea Ankle Boot. Size 8.5. | Color: Black | Size: 8.5

    J. Crew Shoes | Black Madewell Chunky Chelsea Ankle Boot. Size 8.5. | Color: Black | Size: 8.5

    Black Madewell Chunky Chelsea Ankle Boot. Size 8.5. Never Worn. New In Box. more

    $150.00

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    American Eagle Outfitters Shoes | American Eagle Black Cow Suede Leather Chelsea Ankle Boots Size 10 Block Heels | Color: Black | Size: 10

    American Eagle Outfitters Shoes | American Eagle Black Cow Suede Leather Chelsea Ankle Boots Size 10 Block Heels | Color: Black | Size: 10

    This Is A Timeless Boot That Has A Minimalist Modern Look For Any Outfit more

    $30.00

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    Madewell Shoes | Madewell Carina Ankle Chelsea Boot In English Saddle Size 6 | Color: Tan | Size: 6

    Madewell Shoes | Madewell Carina Ankle Chelsea Boot In English Saddle Size 6 | Color: Tan | Size: 6

    Madewell Carina Ankle Chelsea Boot In English Saddle Woman's Size 6 With A Rounded Toe And Stacked Heel That's Perfect For Walking Around In All Day, This Chelsea Boot Is A Wear-Everywhere Style Standby. Preowned Good Condition. Please See Pictures For... more

    $39.00

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    Kate Spade Shoes | Kate Spade Leah Leopard Print Chelsea Ankle Boots | Color: Brown/Tan | Size: 8.5

    Kate Spade Shoes | Kate Spade Leah Leopard Print Chelsea Ankle Boots | Color: Brown/Tan | Size: 8.5

    - Condition 7.5/10, Minimal Wear, Main Flaw Is Rubbing On Front Of Toe, (Not Too Noticeable, Look At Photos For Flaws) - Kate Spade Leah Calf Hair Leopard Print Ankle Boots, Features Chelsea / Stretch Panels On The Side, A Block Heal, Kate Spade Emblem... more

    $70.00

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    Madewell Shoes | Madewell Cleary Chelsea Ankle Boot | Color: Black | Size: 11

    Madewell Shoes | Madewell Cleary Chelsea Ankle Boot | Color: Black | Size: 11

    Madewell Cleary Chelsea Boot 7/8" Heel. Leather Upper. Pigskin Collar. Rubber Sole. Some Abrasions/Wear To Uppers And Wear To Soles, Otherwise Very Good Preowned Condition. more

    $100.00

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    Anthropologie Shoes | Anthropologie Farylrobin Suede Chelsea Ankle Boot Size 6 | Color: Silver/Tan | Size: 6

    Anthropologie Shoes | Anthropologie Farylrobin Suede Chelsea Ankle Boot Size 6 | Color: Silver/Tan | Size: 6

    Farylrobin Womens Grey Suede Leather Pointy Toe Chelsea Ankle Bootie Size: Us 6 With Slate Suede And Chelsea Styling, This Is The Perfect Fall Bootie. Condition: Excellent Pre-Owned Condition See Pictures For Details Worn Once Sole: Rubber Sole With... more

    $75.00

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    Burberry Shoes | Burberry Brogue Chelsea Detailed Wedge Polished Leather Ankle Boots 38 | Color: Brown/Purple | Size: 38eu

    Burberry Shoes | Burberry Brogue Chelsea Detailed Wedge Polished Leather Ankle Boots 38 | Color: Brown/Purple | Size: 38eu

    Stylish And Chic. Beautiful Details. Polished Leather. Made In Italy. Condition: Pre-Owned. Very Great Condition. May Have Minor Scuffs, Spots And Creases Due To The Delicate Nature Of The Leather. No Shoe Box. No Shoe Dust Bag. Thanks For Sharing The... more

    $399.00

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    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39 Us 9 New In Box | Color: Cream/White | Size: 9

    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39 Us 9 New In Box | Color: Cream/White | Size: 9

    Free People James Leather Chelsea Ankle Boots White Size 39 Equivalent To Us 9 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

    $91.00

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    Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boots Size 8.5 | Color: Tan | Size: 8.5

    Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boots Size 8.5 | Color: Tan | Size: 8.5

    Madewell Bryce Suede Chelsea Boots Equastrian Brown Stacked Block Heel. Side Zip For Easy On And Off. Excellent Condition. Sz 8.5 more

    $30.00

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    Free People Shoes | Free People Brown Atlas Studded Chelsea Leather Ankle Boots Bootie Eu 37 | Color: Brown | Size: 37eu

    Free People Shoes | Free People Brown Atlas Studded Chelsea Leather Ankle Boots Bootie Eu 37 | Color: Brown | Size: 37eu

    These Boots Are Like New! The Brown And Gold Make For A Great Combination. Questions? Leave A Comment Below! more

    $98.00

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    Madewell Shoes | Madewell Kat Black Suede Chunky Stacked Heel Chelsea Ankle Boot Booties - 6.5 | Color: Black | Size: 6.5

    Madewell Shoes | Madewell Kat Black Suede Chunky Stacked Heel Chelsea Ankle Boot Booties - 6.5 | Color: Black | Size: 6.5

    Adorable Madewell Kat Black Suede Stacked Heel Ankle Chelsea Boot Booties Black Suede Leather Uppers Side Hidden Elastic Panels Back Pull Up Strap Chunky Stacked Faux Wood Heel Squared Off Toe Cushion Insole With Extra Layer Of Cushion In Very Good... more

    $74.00

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    Coach Shoes | Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d | Color: Brown | Size: 8.5

    Coach Shoes | Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d | Color: Brown | Size: 8.5

    Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d Pull On Round Toe Features A Comfortable Crepe Sole Ribbed Ankle Gores Pull Tab For On-And-Off Ease. Style No. G2290 Suede Upper Leather Lining And Footbed Rubber Outsole... more

    $69.00

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    Madewell Shoes | Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 | Color: Gray | Size: 9

    Madewell Shoes | Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 | Color: Gray | Size: 9

    Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 Pointed Toe Very Small Heeled Sole, Less Than 1" Pull On Style Stretch Panel For Ease Getting On And Off Great Condition, A Few Tiny Marks As Shown more

    $100.00

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    Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6

    Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6

    Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft Leather Upper/Lining. Manmade Outsole. New Without Box, Never Worn,... more

    $134.00

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    Anthropologie Shoes | Anthropologie ~Stompy Chelsea Ankle Pull On Brown Leather Boots ~ 39/Us 7.5-8 | Color: Brown | Size: 8

    Anthropologie Shoes | Anthropologie ~Stompy Chelsea Ankle Pull On Brown Leather Boots ~ 39/Us 7.5-8 | Color: Brown | Size: 8

    In Good Shape Size 39 more

    $60.00

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    Madewell Shoes | Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots | Color: Black | Size: 8.5

    Madewell Shoes | Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots | Color: Black | Size: 8.5

    Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots In Size 8.5. In Good Preowned Condition With Some Scuffs And Wear As Shown. Bin Hg3 more

    $40.00

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    Madewell Shoes | Madewell Black Rubber Chelsea Rain Waterproof Ankle Boots Size 7 | Color: Black | Size: 7

    Madewell Shoes | Madewell Black Rubber Chelsea Rain Waterproof Ankle Boots Size 7 | Color: Black | Size: 7

    Madewell Black Chelsea Rain Waterproof Ankle Boots Size 7 Smoke Free Home Bundle For A Discount more

    $54.00

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    Madewell Shoes | Madewell Size 9 The Grayson Black Leather Ankle Chelsea Boot J8293 | Color: Black | Size: 9

    Madewell Shoes | Madewell Size 9 The Grayson Black Leather Ankle Chelsea Boot J8293 | Color: Black | Size: 9

    Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On Style For In-Between Weather (Just Add Cropped Jeans). Cushiness Alert: We've Added An... more

    $128.00

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    Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

    Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

    Good Preowned Condition. Light Wear As Shown In Photos. An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Pull-On Style With Elastic Gore Insets Cushioned Footbed... more

    $68.00

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    Free People Shoes | Free People Beau Western Ankle Chelsea Boot Embossed Gold Leather | Color: Black/Gold | Size: Various

    Free People Shoes | Free People Beau Western Ankle Chelsea Boot Embossed Gold Leather | Color: Black/Gold | Size: Various

    New Without Box (Has Tags) Multiple Sizes Available Free People Beau Western Ankle Chelsea Boot Embossed Gold Leather Embossed Reptile Genuine Leather Chelsea Western Style Gold Metallic Block Heel 1.5" Pointed Toe Made In India. Elastic Side Gussets.... more

    $178.00

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    Gucci Shoes | Gucci Cordovan Lux Pointed Toe Side Buckle Chelsea Ankle Boots White Size 37 New | Color: White | Size: 37eu

    Gucci Shoes | Gucci Cordovan Lux Pointed Toe Side Buckle Chelsea Ankle Boots White Size 37 New | Color: White | Size: 37eu

    Gucci Cordovan Lux Pointed Toe Side Buckle Chelsea Ankle Boots Great White Size 37 New With Dustbags, No Box, Very Minor Signs Of Retail Environment Try Ons As Photographed, Size 37, Per Brand Equivalent To Us Size 7, Authenticity Guaranteed. All... more

    $515.00

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    Free People Shoes | Free People Western Ankle Leather Chelsea Boots Size 7.5=8.5 Retail $178 | Color: Black | Size: 7.5

    Free People Shoes | Free People Western Ankle Leather Chelsea Boots Size 7.5=8.5 Retail $178 | Color: Black | Size: 7.5

    Bran New In A Box. Size 7.5 But They Run 1 Size Bigger =8.5. Genuine Embossed Croc Leather. Black Elastic Sides, Pointy Toe. Curved Hills 1.75” more

    $75.00

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    Gucci Shoes | Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware Sz 11 11.5 | Color: Black | Size: 11.5

    Gucci Shoes | Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware Sz 11 11.5 | Color: Black | Size: 11.5

    Designer: Gucci Size: Marked As 11 / Us 11.5 (Conversion Per Designer's Website) Condition: Authentic And Brand New Style Name / Number: 624661 Cdzk0 1000 Material: Leather Upper, Leather Unique Features: Classic Black Leather Mens Chelsea Ankle Boots.... more

    $599.00

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    Free People Shoes | Free People James Chelsea Black Boots Chunky Feels Ankle Booties 38.5 Us 8 | Color: Black/Cream | Size: 8

    Free People Shoes | Free People James Chelsea Black Boots Chunky Feels Ankle Booties 38.5 Us 8 | Color: Black/Cream | Size: 8

    New With Box Size 38.5 / Us 8.5 Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side... more

    $170.00

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